data_68P
# 
_chem_comp.id                                    68P 
_chem_comp.name                                  "(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 F N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-02-17 
_chem_comp.pdbx_modified_date                    2016-04-08 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        324.392 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     68P 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5I73 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
68P C10 C1  C 0 1 Y N N 42.213 175.832 0.482  -0.486 -1.020 -0.280 C10 68P 1  
68P C13 C2  C 0 1 Y N N 43.728 178.850 -0.127 2.160  -0.256 1.181  C13 68P 2  
68P C15 C3  C 0 1 Y N N 41.213 174.736 0.869  -0.376 -1.990 -1.258 C15 68P 3  
68P C17 C4  C 0 1 Y N N 43.641 180.336 -0.454 3.518  -0.147 1.398  C17 68P 4  
68P C20 C5  C 0 1 Y N N 42.245 174.884 -1.997 -1.815 -2.506 1.048  C20 68P 5  
68P C21 C6  C 0 1 Y N N 41.246 173.797 -1.603 -1.696 -3.482 0.073  C21 68P 6  
68P C22 C7  C 0 1 N N N 47.533 178.527 3.372  -5.015 3.585  0.574  C22 68P 7  
68P C24 C8  C 0 1 N N N 42.579 182.706 -0.034 5.732  0.624  0.680  C24 68P 8  
68P F01 F1  F 0 1 N N N 40.823 172.912 -2.520 -2.291 -4.683 0.243  F01 68P 9  
68P O02 O1  O 0 1 N N N 41.669 176.850 2.536  0.267  0.631  -1.874 O02 68P 10 
68P N03 N1  N 0 1 N N N 47.242 177.071 3.385  -4.275 2.415  0.082  N03 68P 11 
68P N04 N2  N 0 1 N N N 42.505 183.842 -0.277 6.851  0.716  0.854  N04 68P 12 
68P C05 C9  C 0 1 N N S 42.673 176.810 1.525  0.173  0.321  -0.472 C05 68P 13 
68P C06 C10 C 0 1 N N N 43.986 176.273 2.145  -0.622 1.407  0.257  C06 68P 14 
68P C07 C11 C 0 1 Y N N 42.827 178.221 0.971  1.594  0.281  0.042  C07 68P 15 
68P C08 C12 C 0 1 Y N N 41.875 179.089 1.697  2.385  0.938  -0.890 C08 68P 16 
68P C09 C13 C 0 1 N N N 44.910 177.397 2.669  -2.080 1.367  -0.204 C09 68P 17 
68P C11 C14 C 0 1 N N N 41.163 178.246 2.665  1.476  1.401  -2.004 C11 68P 18 
68P C12 C15 C 0 1 N N N 45.858 176.827 3.727  -2.875 2.453  0.524  C12 68P 19 
68P C14 C16 C 0 1 Y N N 41.784 180.601 1.368  3.742  1.057  -0.684 C14 68P 20 
68P C16 C17 C 0 1 Y N N 42.727 175.896 -0.946 -1.206 -1.278 0.873  C16 68P 21 
68P C18 C18 C 0 1 Y N N 42.674 181.210 0.288  4.321  0.507  0.461  C18 68P 22 
68P C19 C19 C 0 1 Y N N 40.729 173.719 -0.178 -0.980 -3.221 -1.083 C19 68P 23 
68P C23 C20 C 0 1 N N N 47.568 176.473 2.112  -4.926 1.166  0.501  C23 68P 24 
68P H1  H1  H 0 1 N N N 44.425 178.226 -0.666 1.538  -0.766 1.903  H1  68P 25 
68P H2  H2  H 0 1 N N N 40.846 174.678 1.883  0.182  -1.786 -2.160 H2  68P 26 
68P H3  H3  H 0 1 N N N 44.275 180.759 -1.219 3.959  -0.568 2.289  H3  68P 27 
68P H4  H4  H 0 1 N N N 42.611 174.941 -3.011 -2.373 -2.709 1.950  H4  68P 28 
68P H5  H5  H 0 1 N N N 47.278 178.961 4.350  -4.553 4.495  0.192  H5  68P 29 
68P H6  H6  H 0 1 N N N 48.602 178.685 3.169  -6.049 3.531  0.233  H6  68P 30 
68P H7  H7  H 0 1 N N N 46.935 179.013 2.587  -4.993 3.596  1.664  H7  68P 31 
68P H9  H9  H 0 1 N N N 43.732 175.609 2.984  -0.575 1.233  1.331  H9  68P 32 
68P H10 H10 H 0 1 N N N 44.529 175.702 1.377  -0.195 2.384  0.028  H10 68P 33 
68P H11 H11 H 0 1 N N N 45.497 177.808 1.834  -2.127 1.542  -1.279 H11 68P 34 
68P H12 H12 H 0 1 N N N 44.299 178.195 3.116  -2.507 0.391  0.024  H12 68P 35 
68P H13 H13 H 0 1 N N N 41.347 178.615 3.685  1.940  1.211  -2.972 H13 68P 36 
68P H14 H14 H 0 1 N N N 40.083 178.271 2.455  1.258  2.464  -1.894 H14 68P 37 
68P H15 H15 H 0 1 N N N 45.640 177.302 4.695  -2.448 3.430  0.296  H15 68P 38 
68P H16 H16 H 0 1 N N N 45.695 175.742 3.806  -2.828 2.279  1.599  H16 68P 39 
68P H17 H17 H 0 1 N N N 41.087 181.227 1.906  4.357  1.569  -1.410 H17 68P 40 
68P H18 H18 H 0 1 N N N 43.438 176.660 -1.225 -1.291 -0.520 1.637  H18 68P 41 
68P H19 H19 H 0 1 N N N 40.023 172.951 0.100  -0.887 -3.981 -1.845 H19 68P 42 
68P H20 H20 H 0 1 N N N 47.345 175.396 2.144  -5.939 1.133  0.101  H20 68P 43 
68P H21 H21 H 0 1 N N N 46.970 176.948 1.320  -4.358 0.316  0.123  H21 68P 44 
68P H22 H22 H 0 1 N N N 48.638 176.620 1.901  -4.963 1.123  1.589  H22 68P 45 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
68P F01 C21 SING N N 1  
68P C20 C21 DOUB Y N 2  
68P C20 C16 SING Y N 3  
68P C21 C19 SING Y N 4  
68P C16 C10 DOUB Y N 5  
68P C17 C13 DOUB Y N 6  
68P C17 C18 SING Y N 7  
68P N04 C24 TRIP N N 8  
68P C19 C15 DOUB Y N 9  
68P C13 C07 SING Y N 10 
68P C24 C18 SING N N 11 
68P C18 C14 DOUB Y N 12 
68P C10 C15 SING Y N 13 
68P C10 C05 SING N N 14 
68P C07 C05 SING N N 15 
68P C07 C08 DOUB Y N 16 
68P C14 C08 SING Y N 17 
68P C05 C06 SING N N 18 
68P C05 O02 SING N N 19 
68P C08 C11 SING N N 20 
68P C23 N03 SING N N 21 
68P C06 C09 SING N N 22 
68P O02 C11 SING N N 23 
68P C09 C12 SING N N 24 
68P C22 N03 SING N N 25 
68P N03 C12 SING N N 26 
68P C13 H1  SING N N 27 
68P C15 H2  SING N N 28 
68P C17 H3  SING N N 29 
68P C20 H4  SING N N 30 
68P C22 H5  SING N N 31 
68P C22 H6  SING N N 32 
68P C22 H7  SING N N 33 
68P C06 H9  SING N N 34 
68P C06 H10 SING N N 35 
68P C09 H11 SING N N 36 
68P C09 H12 SING N N 37 
68P C11 H13 SING N N 38 
68P C11 H14 SING N N 39 
68P C12 H15 SING N N 40 
68P C12 H16 SING N N 41 
68P C14 H17 SING N N 42 
68P C16 H18 SING N N 43 
68P C19 H19 SING N N 44 
68P C23 H20 SING N N 45 
68P C23 H21 SING N N 46 
68P C23 H22 SING N N 47 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
68P SMILES           ACDLabs              12.01 "c1(ccc(cc1)F)C3(OCc2c3ccc(C#N)c2)CCCN(C)C"                                                                                           
68P InChI            InChI                1.03  "InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/t20-/m0/s1" 
68P InChIKey         InChI                1.03  WSEQXVZVJXJVFP-FQEVSTJZSA-N                                                                                                           
68P SMILES_CANONICAL CACTVS               3.385 "CN(C)CCC[C@]1(OCc2cc(ccc12)C#N)c3ccc(F)cc3"                                                                                          
68P SMILES           CACTVS               3.385 "CN(C)CCC[C]1(OCc2cc(ccc12)C#N)c3ccc(F)cc3"                                                                                           
68P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN(C)CCC[C@@]1(c2ccc(cc2CO1)C#N)c3ccc(cc3)F"                                                                                         
68P SMILES           "OpenEye OEToolkits" 2.0.4 "CN(C)CCCC1(c2ccc(cc2CO1)C#N)c3ccc(cc3)F"                                                                                             
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
68P "SYSTEMATIC NAME" ACDLabs              12.01 "(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile" 
68P "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(1~{S})-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3~{H}-2-benzofuran-5-carbonitrile"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
68P "Create component" 2016-02-17 RCSB 
68P "Initial release"  2016-04-13 RCSB 
# 
